{"title":"Base-promoted [3+2]-cycloaddition of N-alkoxy-4-oxo-acrylamides with isatins for stereoselective synthesis of spirooxindole-2-oxazolidinones","authors":"Yeongju Kim, Sung-Gon Kim","doi":"10.1016/j.tetlet.2025.155624","DOIUrl":null,"url":null,"abstract":"<div><div>We have developed a novel base-promoted [3+2]-cycloaddition reaction between <em>N</em>-alkoxy-4-oxo-acrylamides and isatins. This method provides a practical and efficient protocol for synthesizing biologically relevant spirooxindole-2-oxazolidinones under mild conditions. The reaction proceeds with moderate to good yields and diastereoselectivities, showcasing its utility for constructing complex spirooxindole frameworks.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"164 ","pages":"Article 155624"},"PeriodicalIF":1.5000,"publicationDate":"2025-05-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S004040392500173X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
We have developed a novel base-promoted [3+2]-cycloaddition reaction between N-alkoxy-4-oxo-acrylamides and isatins. This method provides a practical and efficient protocol for synthesizing biologically relevant spirooxindole-2-oxazolidinones under mild conditions. The reaction proceeds with moderate to good yields and diastereoselectivities, showcasing its utility for constructing complex spirooxindole frameworks.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.